EP1582519A3 - Heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists - Google Patents

Heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists Download PDF

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Publication number
EP1582519A3
EP1582519A3 EP05014788A EP05014788A EP1582519A3 EP 1582519 A3 EP1582519 A3 EP 1582519A3 EP 05014788 A EP05014788 A EP 05014788A EP 05014788 A EP05014788 A EP 05014788A EP 1582519 A3 EP1582519 A3 EP 1582519A3
Authority
EP
European Patent Office
Prior art keywords
metabotropic glutamate
receptor antagonists
glutamate receptor
heteropolycyclic compounds
group
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP05014788A
Other languages
German (de)
French (fr)
Other versions
EP1582519A2 (en
Inventor
designation of the inventor has not yet been filed The
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
AstraZeneca AB
Original Assignee
NPS Pharmaceuticals Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by NPS Pharmaceuticals Inc filed Critical NPS Pharmaceuticals Inc
Priority claimed from EP00955657A external-priority patent/EP1210344B1/en
Publication of EP1582519A2 publication Critical patent/EP1582519A2/en
Publication of EP1582519A3 publication Critical patent/EP1582519A3/en
Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Abstract

Figure 80000001
Compound of formula (II) wherein X, Y, and Z are independently selected form the group consisting of N, O, S, C, and CO wherein at least one of X, Y, and Z is a heteroatom; Ar1 and Ar2 are independently selected from the group consisting of a heterocyclic or fused heterocyclic moiety and an aromatic moiety; act as antagonist at metabotropic glutamate receptors, and are useful for treating neurological diseases and disorders.
EP05014788A 1999-08-19 2000-08-18 Heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists Withdrawn EP1582519A3 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US14946499P 1999-08-19 1999-08-19
US149464P 1999-08-19
EP00955657A EP1210344B1 (en) 1999-08-19 2000-08-18 Heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists

Related Parent Applications (2)

Application Number Title Priority Date Filing Date
EP00955657A Division EP1210344B1 (en) 1999-08-19 2000-08-18 Heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists
EP00955657.2 Division 2000-08-18

Publications (2)

Publication Number Publication Date
EP1582519A2 EP1582519A2 (en) 2005-10-05
EP1582519A3 true EP1582519A3 (en) 2005-12-21

Family

ID=34888875

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05014788A Withdrawn EP1582519A3 (en) 1999-08-19 2000-08-18 Heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists

Country Status (1)

Country Link
EP (1) EP1582519A3 (en)

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1149011B (en) * 1960-04-05 1963-05-22 Hoechst Ag Process for the preparation of 3, 5-disubstituted 1, 2, 4-oxdiazoles
US3647809A (en) * 1968-04-26 1972-03-07 Chinoin Gyogyszer Es Vegyeszet Certain pyridyl-1 2 4-oxadiazole derivatives
US4003909A (en) * 1974-07-22 1977-01-18 E. R. Squibb & Sons, Inc. [(1,2,4-Oxadiazol-3-yl)phenyl]carbamic or thiocarbamic acid esters
US4022901A (en) * 1975-03-05 1977-05-10 E. R. Squibb & Sons, Inc. 3-Pyridinyl-5-isothiocyanophenyl oxadiazoles
WO1994022846A1 (en) * 1993-03-30 1994-10-13 Pfizer Inc. Compounds enhancing antitumor activity of other cytotoxic agents
US5554630A (en) * 1993-03-24 1996-09-10 Neurosearch A/S Benzimidazole compounds
WO1997003967A1 (en) * 1995-07-22 1997-02-06 Rhone-Poulenc Rorer Limited Substituted aromatic compounds and their pharmaceutical use
WO1998017652A1 (en) * 1996-10-18 1998-04-30 Boehringer Ingelheim Pharma Kg Oxadiazoles, processes for their preparation and their use as medicaments
WO1999026927A2 (en) * 1997-11-21 1999-06-03 Nps Pharmaceuticals, Inc. Metabotropic glutamate receptor antagonists for treating central nervous system diseases

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1149011B (en) * 1960-04-05 1963-05-22 Hoechst Ag Process for the preparation of 3, 5-disubstituted 1, 2, 4-oxdiazoles
US3647809A (en) * 1968-04-26 1972-03-07 Chinoin Gyogyszer Es Vegyeszet Certain pyridyl-1 2 4-oxadiazole derivatives
US4003909A (en) * 1974-07-22 1977-01-18 E. R. Squibb & Sons, Inc. [(1,2,4-Oxadiazol-3-yl)phenyl]carbamic or thiocarbamic acid esters
US4022901A (en) * 1975-03-05 1977-05-10 E. R. Squibb & Sons, Inc. 3-Pyridinyl-5-isothiocyanophenyl oxadiazoles
US5554630A (en) * 1993-03-24 1996-09-10 Neurosearch A/S Benzimidazole compounds
WO1994022846A1 (en) * 1993-03-30 1994-10-13 Pfizer Inc. Compounds enhancing antitumor activity of other cytotoxic agents
WO1997003967A1 (en) * 1995-07-22 1997-02-06 Rhone-Poulenc Rorer Limited Substituted aromatic compounds and their pharmaceutical use
WO1998017652A1 (en) * 1996-10-18 1998-04-30 Boehringer Ingelheim Pharma Kg Oxadiazoles, processes for their preparation and their use as medicaments
WO1999026927A2 (en) * 1997-11-21 1999-06-03 Nps Pharmaceuticals, Inc. Metabotropic glutamate receptor antagonists for treating central nervous system diseases

Non-Patent Citations (13)

* Cited by examiner, † Cited by third party
Title
ARCH. PHARM., vol. 321, 1988, pages 713 - 717 *
DATABASE CROSSFIRE Beilstein Institut zur Foerderung der Chemischen Wissenschaften; XP002153140 *
DATABASE CROSSFIRE Beilstein Institut zur Foerderung der Chemischen Wissenschaften; XP002351076 *
DOKL. BOLG. AKAD. NAUK., vol. 30, 1977, pages 1031 *
GLOVER E E ET AL: "The nitration of imidazo[1,5-a]pyridines", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS I, 1980, pages 959 - 962, XP002351073 *
HOWE R K ET AL: "Nitrile oxide cycloaddition routes to 2-(isoxazolyl)benzoates and 2-(1,2,4-oxadiazol-3-yl)benzoates", JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. 19, 1982, pages 721 - 726, XP002351074 *
HUANG W ET AL: "A novel improved procedure for the synthesis of oxazoles", TETRAHEDRON, vol. 52, no. 30, 22 July 1996 (1996-07-22), pages 10131 - 10136, XP002153137 *
KELLY T R ET AL: "Total synthesis of dimethyl sulfomycinamate", TETRAHEDRON LETTERS, vol. 36, no. 30, 24 July 1995 (1995-07-24), pages 5319 - 5322, XP004027670, ISSN: 0040-4039 *
MASSA M A ET AL: "Synthesis of novel substituted pyridines as inhibitors of endothelin converting enzyme-1 (ECE-1)", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 8, no. 16, 18 August 1998 (1998-08-18), pages 2117 - 2122, XP004137230, ISSN: 0960-894X *
OHKUBO M ET AL: "Studies on cerebral protective agents. VII. Synthesis of novel 4-arylazole derivatives with anti-anoxic activity", CHEMICAL & PHARMACEUTICAL BULLETIN, vol. 43, no. 6, June 1995 (1995-06-01), pages 947 - 954, XP002153139 *
PAUDLER W W ET AL: "The conversion of imidazo[1,5-a]pyridines into 3-(2-pyridyl)-1,2,4-oxadiazoles", JOURNAL OF ORGANIC CHEMISTRY, vol. 32, no. 8, 11 August 1967 (1967-08-11), pages 2430 - 2433, XP001008029 *
PEI W ET AL: "Convenient syntheses of 2-alkyl(aryl)-4,5-diphenyloxazoles and 2-alkyl(aryl)-4-phenyloxazoles", SYNTHESIS, no. 9, September 1998 (1998-09-01), pages 1298 - 1304, XP002153138 *
PERRIER H ET AL: "Substituted furans as inhibitors of the PDE4 enzyme", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 9, no. 3, 8 February 1999 (1999-02-08), pages 323 - 326, XP004157222, ISSN: 0960-894X *

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Publication number Publication date
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